I need to write a page long journal about how he feels.
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Chillingworth's most apparent feeling is one of anger. He is a cold man, who desires vengeance.
One of the more compelling themes of the novel is embodied by Chillingworth, who seems the arbiter of moral judgment in the story, since Dimmesdale--the minister and the supposed purveyor of righteousness--is himself tainted as a party to the crime. Chillingworth is surprisingly forgiving of Hester's crime. We sense that he understands why she would forsake him. After all, he is deformed, he is older, he has not been nearby, while she is beautiful and passionate. Indeed, we get the feeling that Chillingworth's self-loathing allows him to forgive Hester, but this attribute also increases the relentlessness and rage with which he goes after Dimmesdale. In Dimmesdale, he sees the vigor and passion which Hester desires and which he himself does not possess. Like a leech, he's out to suck Dimmesdale of his life force, not just to punish the minister for the crime of fornicating with his wife, but also to symbolically appropriate Dimmesdale's virility. And as the novel continues, Chillingworth seems to grow stronger while Dimmesdale seems to weaken. That pattern continues until Dimmesdale dies in an act of defiance, his public demonstration of guilt, which essentially leaves Chillingworth stripped bare of his power to punish or forgive.